Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Middletown vacation rentals

Dining

*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from Harris-Hershey)

*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from Harris-Hershey)
Highspire
9.0 out of 10, Wonderful, (11 reviews)
"The house was nice and clean! Location was just right. Had a slight problem with heat but resolved right away with communication with host. "
United States
Joseph A.
$340 nightly
The price is $375
May 25 - May 26
Total with taxes and fees
*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from Harris-Hershey)
Interior

Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house

Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house
Middletown
10.0 out of 10, Exceptional, (16 reviews)
"House is great! It has everything you need and the hosts were very friendly and communicative. It’s a great location to the airport and Hershey. "
United States
Julie H.
$457 nightly
The price is $505
May 27 - May 28
Total with taxes and fees
Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house
Family House | Living area | 50-inch Smart TV with digital channels, Netflix, DVD player

Cozy Cape Cod Bungalow

Cozy Cape Cod Bungalow
3.5 star property
York
10.0 out of 10, Exceptional, (4 reviews)
"Cozy cottage vibe. Well stocked kitchen. "
United States
erica h
$309 nightly
The price is $343
May 25 - May 26
Total with taxes and fees
Cozy Cape Cod Bungalow
2 bedrooms, WiFi, bed sheets

2-bedroom house - bring the pets!

2-bedroom house - bring the pets!
New Cumberland
10.0 out of 10, Exceptional, (15 reviews)
"Olivia was a great host. Our family reunion went great along with all the amenities that were shared. Would love to come back again. "
United States
Joseph
$177 nightly
The price is $195
May 25 - May 26
Total with taxes and fees
2-bedroom house - bring the pets!
Smart TV, fireplace

The Goldfinch at The Nest at Deodate | 1BR, Sleeps 2, Private Hot Tub

The Goldfinch at The Nest at Deodate | 1BR, Sleeps 2, Private Hot Tub
Elizabethtown
10.0 out of 10, Exceptional, (50 reviews)
"The place was perfect. Spotless and fully stocked with everything you could need. It was private, quiet and close to everything. Communication from the host was excellent. My girlfriend loved the way it was decorated and we would definitely stay again if we are going to be in the area. No complaints. Well done. "
United States
Anthony
$227 nightly
The price is $240
May 26 - May 27
Total with taxes and fees
The Goldfinch at The Nest at Deodate | 1BR, Sleeps 2, Private Hot Tub
Fridge, microwave, oven, stovetop

Located right at the center of Elizabethtown , Lancaster, York and Hershey park.

Located right at the center of Elizabethtown , Lancaster, York and Hershey park.
Elizabethtown
10.0 out of 10, Exceptional, (41 reviews)
"The place was clean and welcoming. We enjoyed our stay and would recommend to a friend. "
United States
Lorelei F.
$295 nightly
The price is $326
May 25 - May 26
Total with taxes and fees
Located right at the center of Elizabethtown , Lancaster, York and Hershey park.
Terrace/patio

stayAPT Suites Harrisburg-Hershey

stayAPT Suites Harrisburg-Hershey
3.5 star property
Harrisburg
8.6 out of 10, Excellent, (180 reviews)
"The space was a no-nonsense, practical apartment type hotel room. It was perfect for our 5 day stay because we could cook our own meals, and it was close to everything we needed."
United States
Laura
$99 nightly
The price is $110
May 25 - May 26
Total with taxes and fees
stayAPT Suites Harrisburg-Hershey
Fridge, microwave, oven, stovetop

Creek side cottage with awesome porch and fire pit

Creek side cottage with awesome porch and fire pit
Mechanicsburg
10.0 out of 10, Exceptional, (82 reviews)
"We’ve stayed here multiple times and love it every time. The hosts are communicative, responsive, and generous with their home."
United States
Emily I.
$195 nightly
The price is $215
May 26 - May 27
Total with taxes and fees
Creek side cottage with awesome porch and fire pit
Smart TV

The Bluebird | Pet-Friendly 2BR Apt Near Hershey

The Bluebird | Pet-Friendly 2BR Apt Near Hershey
Elizabethtown
10.0 out of 10, Exceptional, (4 reviews)
"Perfect little place to relax "
United States
Jalila E.
The Bluebird | Pet-Friendly 2BR Apt Near Hershey
Interior

Suites on Seneca - Lovely 2 Bed/1 Bath Apartment

Suites on Seneca - Lovely 2 Bed/1 Bath Apartment
Uptown
9.0 out of 10, Wonderful, (12 reviews)
"Cleanliness, spaciousness and free parking right out front. I would return here in the future. "
United States
Robert M.
$153 nightly
The price is $161
May 25 - May 26
Total with taxes and fees
Suites on Seneca - Lovely 2 Bed/1 Bath Apartment
Loft, 2 Bedrooms, River View | Memory foam beds, individually decorated, individually furnished, desk

BurgBnB Riverfront

BurgBnB Riverfront
4.0 star property
Midtown
8.4 out of 10, Very Good, (7 reviews)
"Clean and comfortable! Great location. Very easy check-in. "
United States
Christina
$136 nightly
The price is $151
May 26 - May 27
Total with taxes and fees
BurgBnB Riverfront
Fridge, microwave, oven, stovetop

Modern Farmhouse Getaway I 2 BR, Sleeps up to 6

Modern Farmhouse Getaway I 2 BR, Sleeps up to 6
Elizabethtown
10.0 out of 10, Exceptional, (83 reviews)
"The house was wonderful, great spaces, very well equipped and decorated. The host was very kind and attentive to our needs throughout the stay. The area is rural and provides a quiet and beautiful backdrop for your adventure or getaway."
United States
Brian J.
$273 nightly
The price is $286
May 31 - Jun 1
Total with taxes and fees
Modern Farmhouse Getaway I 2 BR, Sleeps up to 6
Exterior

The Roundtop Chalet romantic couple’s getaway

The Roundtop Chalet romantic couple’s getaway
Wrightsville
9.8 out of 10, Exceptional, (13 reviews)
"The house was clean, secluded and felt like your own private oasis. We enjoyed our time and are planning to come back here. "
United States
Asher B.
$597 nightly
The price is $627
May 30 - May 31
Total with taxes and fees
The Roundtop Chalet romantic couple’s getaway
Exterior

Hersheypark in 2 miles,w/ large private yard

Hersheypark in 2 miles,w/ large private yard
Downtown Hershey
9.8 out of 10, Exceptional, (6 reviews)
"Our host was extremely responsive and kind. Her place was perfect for our family and at a great location. We are thankful to have found this hidden gem. "
United States
Megan K.
$329 nightly
The price is $363
May 26 - May 27
Total with taxes and fees
Hersheypark in 2 miles,w/ large private yard
House (2 Bedrooms) | Interior

Work & Play! Home 1 Mi to Dtwn & Central Market

Work & Play! Home 1 Mi to Dtwn & Central Market
3.0 star property
York
$350 nightly
The price is $389
May 25 - May 26
Total with taxes and fees
Work & Play! Home 1 Mi to Dtwn & Central Market
Interior

Cozy Home in Historic Harrisburg

Cozy Home in Historic Harrisburg
Midtown
9.6 out of 10, Exceptional, (21 reviews)
"The property felt like a home away from home. I highly recommend it."
United States
Craig
$297 nightly
The price is $312
May 25 - May 26
Total with taxes and fees
Cozy Home in Historic Harrisburg
Smart TV, books, offices, computer monitors

Family Friendly, Peaceful Yard, Dedicated Work Space, Close to Local Attractions

Family Friendly, Peaceful Yard, Dedicated Work Space, Close to Local Attractions
New Cumberland
9.8 out of 10, Exceptional, (16 reviews)
"House was great host was excellent"
United States
Anonymous traveler
$304 nightly
The price is $335
May 25 - May 26
Total with taxes and fees
Family Friendly, Peaceful Yard, Dedicated Work Space, Close to Local Attractions
2 bedrooms, iron/ironing board, WiFi, bed sheets

Charming farmhouse-style apartment, nestled in a peaceful, quiet area of PA.

Charming farmhouse-style apartment, nestled in a peaceful, quiet area of PA.
Wellsville
10.0 out of 10, Exceptional, (8 reviews)
"Super friendly and helpful hosts. Had a great time at their property!"
Canada
Brendan M.
$243 nightly
The price is $268
May 26 - May 27
Total with taxes and fees
Charming farmhouse-style apartment, nestled in a peaceful, quiet area of PA.
Outdoor pool

Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays

Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays
West Lancaster
9.6 out of 10, Exceptional, (39 reviews)
"Parking was no problem, in driveway or near in the street. "
United States
Maria
$315 nightly
The price is $348
Jun 1 - Jun 2
Total with taxes and fees
Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays
TV, fireplace, DVD player, stereo

Cozy Cape Cod Bungalow|King|Queen|WD|Full Kitchen|Wifi|Desk

Cozy Cape Cod Bungalow|King|Queen|WD|Full Kitchen|Wifi|Desk
York
7.0 out of 10, Good, (8 reviews)
"Great spot in the forest. We enjoyed the wildlife (deer, jackrabbits, birds) and lovely,.peaceful views from the deck. Comfortable and clean, with many thoughtful touches to make our stay more enjoyable."
United States
Christina and Dan P.
$238 nightly
The price is $251
May 25 - May 26
Total with taxes and fees
Cozy Cape Cod Bungalow|King|Queen|WD|Full Kitchen|Wifi|Desk
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middletown Hotel Reviews

Days Inn & Suites by Wyndham Lancaster Amish Country

Days Inn & Suites by Wyndham Lancaster Amish Country

6/10 Okay
"The room was clean. There is no elevator to the 2nd floor, so be prepared to carry everything. When the rooms were redone, they ignored things like old dirty grout and caulk, poorly patched walls, an old toilet and tub. Breakfast was available and basic but had great waffles. Plenty of parking."
Tera 1-night trip
Posted 5 hours ago
Days Inn & Suites by Wyndham Lancaster Amish Country

Find out more about Middletown

Everything you need to know about Middletown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middletown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middletown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middletown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middletown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middletown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middletown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middletown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Middletown?

Yes, there are vacation rentals in Middletown close to Middletown & Hummelstown Railroad, or you can go with a more secluded option if you'd like a relaxing place to stay. Our travelers say Middletown has a good selection of restaurants. Make sure you have time to check out the shopping and bars during your trip.

What are some of the best vacation home rentals that Middletown has to offer?

Luxury Angus Ranch Estate • Pool & HotTub • Private 50-Acre Retreat Near Hershey: This vacation home rental near Middletown offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Middletown?

With 9 Expedia vacation rentals, you're sure to find just the right place for your Middletown stay.

What’s there to see and do in Middletown?

Explore the area and family-friendly sights such as Hersheypark, or get out into nature at a spot like Susquehanna River. Other places in town to visit include The Vineyard and Brewery at Hershey and Middletown & Hummelstown Railroad.

What’s a vacation rental in Middletown like?

A vacation rental is a private property you can book for several days or longer in Middletown. Vacation rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.